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Winter Park Homes For Sale & Real Estate - 378 homes

Winter Park homes for sale are located in Orange County, Florida. Find homes in Winter Park for sale with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Winter Park houses.

Location: Winter Park

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  • 622 SAINT DUNSTAN WAY UNIT 7, WINTER PARK, FL 32792

    $325,0003 Days on yellowkey   MLS ID: O5818006

    For Sale O5818006 - 622 SAINT DUNSTAN WAY UNIT 7, WINTER PARK, FL 32792 28 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1774
       Built: 1966   Tax: $4,697 (2018)
    Community: Winter Park Pines
    Pool: No

    Single Family


    Estimated Monthly Payment: $2,172 (change assumption)
    Mortgage ($1,781) + Taxes in 2018 ($391)

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    Taxes:$4,697

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2018

    Middle School: Glenridge Middle


  • 1148 HOWELL BRANCH ROAD, WINTER PARK, FL 32789

    $389,50010 Days on yellowkey   MLS ID: O5817076

    2 Days Off yellowkey (back on 10/12/2019)

    For Sale O5817076 - 1148 HOWELL BRANCH ROAD, WINTER PARK, FL 32789 0 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1948
       Built: 1953   Tax: $4,128 (2017)
    Community: Maitland Shores First Add
    Pool: No

    Single Family


    Estimated Monthly Payment: $2,478 (change assumption)
    Mortgage ($2,134) + Taxes in 2017 ($344)

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    Taxes:$4,128

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2017

    Middle School: Maitland Middle


  • 2828 SCARLET ROAD UNIT NO, WINTER PARK, FL 32792

    $269,90040 Days on yellowkey   MLS ID: O5810114

    REDUCED by $5,000 (1.8%) on 10/12/2019

    For Sale O5810114 - 2828 SCARLET ROAD UNIT NO, WINTER PARK, FL 32792 20 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1550
       Built: 1962   Tax: $263 (2018)
    Community: Winter Park Pines
    Pool: No

    Single Family


    Estimated Monthly Payment: $1,501 (change assumption)
    Mortgage ($1,479) + Taxes in 2018 ($22)

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    Taxes:$263

    Elementary School: Aloma Elem

    High School: Winter Park High

    Tax Year: 2018

    Middle School: Glenridge Middle


  • 1353 ALOMA AVENUE, WINTER PARK, FL 32789

    $1,395,00081 Days on yellowkey   MLS ID: O5801818

    REDUCED by $50,000 (3.5%) on 10/12/2019

    SHORT SALE O5801818 - 1353 ALOMA AVENUE, WINTER PARK, FL 32789 35 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 5474
       Built: 2007   Tax: $15,078 (2018)
    Community: Osceola Or Lakeview
    Pool: Yes

    Single Family


    Estimated Monthly Payment: $8,900 (change assumption)
    Mortgage ($7,644) + Taxes in 2018 ($1,257)

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    Taxes:$15,078

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2018

    Middle School: Maitland Middle


  • 730 ELLENDALE DRIVE, WINTER PARK, FL 32792

    $329,00073 Days on yellowkey   MLS ID: O5798221

    REDUCED by $6,000 (1.8%) on 10/12/2019

    For Sale O5798221 - 730 ELLENDALE DRIVE, WINTER PARK, FL 32792 27 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2375
       Built: 1960
    Monthly Fee: $2
       Tax: $3,902 (2018)
    Community: Winter Park Estates
    Pool: No

    Single Family


    Estimated Monthly Payment: $2,130 (change assumption)
    Mortgage ($1,803) + Fees ($2) + Taxes in 2018 ($325)

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    Taxes:$3,902

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2018

    Middle School: None


  • 1814 WALKER AVENUE, WINTER PARK, FL 32789

    $515,00080 Days on yellowkey   MLS ID: O5800014

    REDUCED by $7,700 (1.5%) on 10/12/2019

    For Sale O5800014 - 1814 WALKER AVENUE, WINTER PARK, FL 32789 26 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1810
       Built: 1991   Tax: $3,903 (2018)
    Community: Osceola Heights
    Pool: No

    Single Family


    Estimated Monthly Payment: $3,147 (change assumption)
    Mortgage ($2,822) + Taxes in 2018 ($325)

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    Taxes:$3,903

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2018

    Middle School: Maitland Middle


  • 2491 FIRSTLIGHT WAY, WINTER PARK, FL 32792

    $344,2904 Days on yellowkey   MLS ID: O5818555

    For Sale O5818555 - 2491 FIRSTLIGHT WAY, WINTER PARK, FL 32792 2 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 2378
       Built: 2019
    Monthly Fee: $235
       Tax: $500 (2019)
    Community: Hawks Crest
    Pool: No

    Townhouse


    Estimated Monthly Payment: $2,163 (change assumption)
    Mortgage ($1,886) + Fees ($235) + Taxes in 2019 ($42)

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    Taxes:$500

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2019

    Middle School: Tuskawilla Middle


  • 2376 SHADOWLAND CIRCLE, WINTER PARK, FL 32792

    $327,8804 Days on yellowkey   MLS ID: O5818577

    For Sale O5818577 - 2376 SHADOWLAND CIRCLE, WINTER PARK, FL 32792 2 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 2378
       Built: 2019
    Monthly Fee: $235
       Tax: $500 (2019)
    Community: Hawks Crest
    Pool: No

    Townhouse


    Estimated Monthly Payment: $2,073 (change assumption)
    Mortgage ($1,797) + Fees ($235) + Taxes in 2019 ($42)

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    Taxes:$500

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2019

    Middle School: Tuskawilla Middle


  • 4865 N ORANGE AVENUE, WINTER PARK, FL 32792

    $245,0004 Days on yellowkey   MLS ID: O5818619

    For Sale O5818619 - 4865 N ORANGE AVENUE, WINTER PARK, FL 32792 31 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1526
       Built: 1955   Tax: $2,017 (2018)
    Community: Suburban Homes First Add
    Pool: No

    Single Family


    Estimated Monthly Payment: $1,511 (change assumption)
    Mortgage ($1,342) + Taxes in 2018 ($168)

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    Taxes:$2,017

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2018

    Middle School: Maitland Middle


  • 1241 RICHMOND ROAD, WINTER PARK, FL 32789

    $674,9004 Days on yellowkey   MLS ID: O5817478

    For Sale O5817478 - 1241 RICHMOND ROAD, WINTER PARK, FL 32789 27 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 2546
       Built: 1947   Tax: $3,406 (2018)
    Community: Virginia Heights Rep
    Pool: Yes

    Single Family


    Estimated Monthly Payment: $3,982 (change assumption)
    Mortgage ($3,698) + Taxes in 2018 ($284)

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    Taxes:$3,406

    Elementary School: Audubon Park K-8

    High School: Winter Park High

    Tax Year: 2018

    Middle School: Audubon Park K-8


  • 2615 OGLESBY AVENUE, WINTER PARK, FL 32789

    $2,650,0004 Days on yellowkey   MLS ID: O5818509

    For Sale O5818509 - 2615 OGLESBY AVENUE, WINTER PARK, FL 32789 51 photos

    Bed: 7   Bath: 8.0
    Liv Area Sq Ft: 6700
       Built: 2015   Tax: $19,575 (2018)
    Community: Dudsdread Heights
    Pool: Yes

    Single Family


    Estimated Monthly Payment: $16,151 (change assumption)
    Mortgage ($14,520) + Taxes in 2018 ($1,631)

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    Taxes:$19,575

    Elementary School: Princeton Elem

    High School: Edgewater High

    Tax Year: 2018

    Middle School: College Park Middle


  • 647 N PARK AVENUE UNIT 8, WINTER PARK, FL 32789

    $2,785,0004 Days on yellowkey   MLS ID: O5818580

    For Sale O5818580 - 647 N PARK AVENUE UNIT 8, WINTER PARK, FL 32789 33 photos

    Bed: 3   Bath: 4.0
    Liv Area Sq Ft: 3253
       Built: 2019
    Monthly Fee: $787
       Tax: $7,890 (2019)
    Community: Park Hill
    Pool: No

    Townhouse


    Estimated Monthly Payment: $16,704 (change assumption)
    Mortgage ($15,260) + Fees ($787) + Taxes in 2019 ($658)

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    Taxes:$7,890

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2019

    Middle School: Maitland Middle


  • 1963 JAPONICA ROAD, WINTER PARK, FL 32792

    $409,9004 Days on yellowkey   MLS ID: O5818618

    For Sale O5818618 - 1963 JAPONICA ROAD, WINTER PARK, FL 32792 32 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 2004
       Built: 1972   Tax: $1,695 (2018)
    Community: Winter Woods Unit 04
    Pool: No

    Single Family


    Estimated Monthly Payment: $2,387 (change assumption)
    Mortgage ($2,246) + Taxes in 2018 ($141)

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    Taxes:$1,695

    Elementary School: None

    High School: None

    Tax Year: 2018

    Middle School: None


  • 601 BERWICK DRIVE UNIT 2, WINTER PARK, FL 32792

    $555,0004 Days on yellowkey   MLS ID: O5818640

    For Sale O5818640 - 601 BERWICK DRIVE UNIT 2, WINTER PARK, FL 32792 35 photos

    Bed: 5   Bath: 2.5
    Liv Area Sq Ft: 2384
       Built: 1965   Tax: $2,427 (2018)
    Community: Brookshire Heights 4Th Add
    Pool: No

    Single Family


    Estimated Monthly Payment: $3,243 (change assumption)
    Mortgage ($3,041) + Taxes in 2018 ($202)

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    Taxes:$2,427

    Elementary School: None

    High School: None

    Tax Year: 2018

    Middle School: None


  • 1349 TIERRA CIRCLE, WINTER PARK, FL 32792

    $319,90039 Days on yellowkey   MLS ID: O5810191

    REDUCED by $5,000 (1.5%) on 10/12/2019

    For Sale O5810191 - 1349 TIERRA CIRCLE, WINTER PARK, FL 32792 24 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 2015
       Built: 1968   Tax: $2,796 (2018)
    Community: Casa Aloma
    Pool: No

    Single Family


    Estimated Monthly Payment: $1,986 (change assumption)
    Mortgage ($1,753) + Taxes in 2018 ($233)

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    Taxes:$2,796

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2018

    Middle School: Tuskawilla Middle


  • 690 OSCEOLA AVENUE UNIT 403, WINTER PARK, FL 32789

    $329,00041 Days on yellowkey   MLS ID: O5808738

    REDUCED by $10,000 (2.9%) on 10/12/2019

    For Sale O5808738 - 690 OSCEOLA AVENUE UNIT 403, WINTER PARK, FL 32789 38 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1148
       Built: 1969   Tax: $2,770 (2018)
    Community: Lake Virginia Condo
    Pool: Yes

    Condo


    Estimated Monthly Payment: $2,034 (change assumption)
    Mortgage ($1,803) + Taxes in 2018 ($231)

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    Taxes:$2,770

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2018

    Middle School: Glenridge Middle


  • 1048 HAMPSHIRE COURT, WINTER PARK, FL 32792

    $284,90018 Days on yellowkey   MLS ID: O5815229

    REDUCED by $4,100 (1.4%) on 10/12/2019

    For Sale O5815229 - 1048 HAMPSHIRE COURT, WINTER PARK, FL 32792 23 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1794
       Built: 1982   Tax: $1,900 (2018)
    Community: Howell Estates 1St Add
    Pool: Yes

    Single Family


    Estimated Monthly Payment: $1,719 (change assumption)
    Mortgage ($1,561) + Taxes in 2018 ($158)

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    Taxes:$1,900

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2018

    Middle School: Tuskawilla Middle


  • 4264 STEED TERRACE, WINTER PARK, FL 32792

    $395,000149 Days on yellowkey   MLS ID: O5785479

    7 Days Off yellowkey (back on 10/11/2019)

    REDUCED by $10,000 (2.5%) on 08/27/2019

    For Sale O5785479 - 4264 STEED TERRACE, WINTER PARK, FL 32792 39 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 2275
       Built: 1988
    Monthly Fee: $21
       Tax: $4,393 (2018)
    Community: Kings Cove
    Pool: Yes

    Single Family


    Estimated Monthly Payment: $2,551 (change assumption)
    Mortgage ($2,164) + Fees ($21) + Taxes in 2018 ($366)

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    Taxes:$4,393

    Elementary School: Red Bug Elementary

    High School: Lake Howell High

    Tax Year: 2018

    Middle School: Tuskawilla Middle


  • 106 S INTERLACHEN AVENUE UNIT 316, WINTER PARK, FL 32789

    $425,0004 Days on yellowkey   MLS ID: O5816700

    For Sale O5816700 - 106 S INTERLACHEN AVENUE UNIT 316, WINTER PARK, FL 32789 37 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1143
       Built: 1971   Tax: $5,546 (2018)
    Community: Cloisters Condo
    Pool: Yes

    Condo


    Estimated Monthly Payment: $2,791 (change assumption)
    Mortgage ($2,329) + Taxes in 2018 ($462)

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    Taxes:$5,546

    Elementary School: None

    High School: Winter Park High

    Tax Year: 2018

    Middle School: None


  • 7459 SWALLOW RUN UNIT 45, WINTER PARK, FL 32792

    $199,90055 Days on yellowkey   MLS ID: O5806627

    7 Days Off yellowkey (back on 10/11/2019)

    For Sale O5806627 - 7459 SWALLOW RUN UNIT 45, WINTER PARK, FL 32792 31 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1580
       Built: 1974
    Monthly Fee: $300
       Tax: $861 (2018)
    Community: Whisperwood Condo
    Pool: No

    Condo


    Estimated Monthly Payment: $1,467 (change assumption)
    Mortgage ($1,095) + Fees ($300) + Taxes in 2018 ($72)

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    Taxes:$861

    Elementary School: Cheney Elem

    High School: Winter Park High

    Tax Year: 2018

    Middle School: Glenridge Middle




Why Bother Searching Elsewhere for Winter Park Homes for Sale and Other Real Estate?

Winter Park home, townhome, condo, villa, and other listing sales data is continuously updated on yellowkeyrealty.com. yellowkeyrealty.com offers one of the most exhaustive, current, and relevant set of data you can find on houses for sale in Winter Park. You can use our website to view Multiple Listing Service (MLS) data on Winter Park Real Estate. Feel free to reach out to a REALTOR ® at 1-954-369-1486 if you are unable to find specific information on any of our Winter Park listings.



Data is updated at least once a week by Sunday nights. Some properties that appear for sale on this web site may subsequently have been sold and may no longer be available. The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. Data can be retrieved from any one of the following MLS’s: Greater Fort Lauderdale REALTORS®, South Broward Board of REALTORS®, MIAMI MLS, JTHS MLS, Space Coast Association of REALTORS®, My Florida Regional MLS, Florida Gulf Coast MLS, "©2019 Northeast Florida Multiple Listing Service, Inc. All rights reserved." The properties displayed may not be all of the properties in the MLS’s database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker’s logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors® and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing.